diff --git a/lib/codex_notify/config.rb b/lib/codex_notify/config.rb
index f96198e..27bf6cd 100644
--- a/lib/codex_notify/config.rb
+++ b/lib/codex_notify/config.rb
@@ -33,20 +33,19 @@ def app_root
       APP_ROOT
     end
 
-    def resolve_env_path(path = DEFAULT_ENV_PATH)
+    def resolve_env_paths(path = DEFAULT_ENV_PATH)
       env_path = Pathname(path)
-      return env_path if env_path.absolute?
+      return [env_path] if env_path.absolute?
 
-      [Pathname(Dir.pwd).join(env_path), app_root.join(env_path)].find(&:exist?)
+      [Pathname(Dir.pwd).join(env_path), app_root.join(env_path)].select(&:exist?).uniq
     end
 
     def load_env_file(path = DEFAULT_ENV_PATH, override: false)
-      env_path = resolve_env_path(path)
-      return unless env_path
-      return unless env_path.exist?
+      env_paths = resolve_env_paths(path)
+      return if env_paths.empty?
 
       loader = override ? Dotenv.method(:overload) : Dotenv.method(:load)
-      loader.call(env_path.to_s)
+      loader.call(*env_paths.map(&:to_s))
     end
 
     def system_user_name
diff --git a/lib/codex_notify/hook_config.rb b/lib/codex_notify/hook_config.rb
index 65b5628..80335ed 100644
--- a/lib/codex_notify/hook_config.rb
+++ b/lib/codex_notify/hook_config.rb
@@ -28,20 +28,19 @@ def app_root
       APP_ROOT
     end
 
-    def resolve_env_path(path = DEFAULT_ENV_PATH)
+    def resolve_env_paths(path = DEFAULT_ENV_PATH)
       env_path = Pathname(path)
-      return env_path if env_path.absolute?
+      return [env_path] if env_path.absolute?
 
-      [Pathname(Dir.pwd).join(env_path), app_root.join(env_path)].find(&:exist?)
+      [Pathname(Dir.pwd).join(env_path), app_root.join(env_path)].select(&:exist?).uniq
     end
 
     def load_env_file(path = DEFAULT_ENV_PATH, override: false)
-      env_path = resolve_env_path(path)
-      return unless env_path
-      return unless env_path.exist?
+      env_paths = resolve_env_paths(path)
+      return if env_paths.empty?
 
       loader = override ? Dotenv.method(:overload) : Dotenv.method(:load)
-      loader.call(env_path.to_s)
+      loader.call(*env_paths.map(&:to_s))
     end
 
     def system_user_name
diff --git a/test/test_config.rb b/test/test_config.rb
index 1ea7d02..995ff6f 100644
--- a/test/test_config.rb
+++ b/test/test_config.rb
@@ -89,6 +89,34 @@ def test_load_env_file_falls_back_to_app_root_for_relative_path
     assert_equal 'CROOT', ENV['SLACK_CHANNEL']
   end
 
+  def test_load_env_file_merges_cwd_and_app_root_relative_paths
+    with_tmpdir do |app_root|
+      app_root.join('.env').write("SLACK_BOT_TOKEN=xoxb-app-root\nSLACK_CHANNEL=CROOT\n")
+      ENV.delete('SLACK_BOT_TOKEN')
+      ENV.delete('SLACK_CHANNEL')
+
+      original = Config.method(:app_root)
+      Dir.mktmpdir do |cwd|
+        Pathname(cwd).join('.env').write("CODEX_NOTIFY_USER_NAME=cwd-user\n")
+
+        Dir.chdir(cwd) do
+          with_silenced_warnings do
+            Config.singleton_class.send(:define_method, :app_root) { app_root }
+          end
+
+          args = Config.parse_args([])
+          assert_equal 'xoxb-app-root', args.token
+          assert_equal 'CROOT', args.channel
+          assert_equal 'cwd-user', args.user_name
+        end
+      end
+    ensure
+      with_silenced_warnings do
+        Config.singleton_class.send(:define_method, :app_root, original)
+      end
+    end
+  end
+
   def test_parse_args_prefers_cli_user_name_over_env
     ENV['CODEX_NOTIFY_USER_NAME'] = 'env-user'
 
diff --git a/test/test_hook_config.rb b/test/test_hook_config.rb
index ddcc5ec..ab7d3ca 100644
--- a/test/test_hook_config.rb
+++ b/test/test_hook_config.rb
@@ -42,6 +42,35 @@ def test_parse_args_falls_back_to_app_root_env_for_relative_path
     end
   end
 
+  def test_parse_args_merges_cwd_and_app_root_relative_paths
+    with_tmpdir do |app_root|
+      app_root.join('.env').write("SLACK_BOT_TOKEN=xoxb-hook\nSLACK_CHANNEL=CHOOK\n")
+      ENV.delete('SLACK_BOT_TOKEN')
+      ENV.delete('SLACK_CHANNEL')
+      ENV.delete('CODEX_NOTIFY_USER_NAME')
+
+      original = HookConfig.method(:app_root)
+      Dir.mktmpdir do |cwd|
+        Pathname(cwd).join('.env').write("CODEX_NOTIFY_USER_NAME=cwd-user\n")
+
+        Dir.chdir(cwd) do
+          with_silenced_warnings do
+            HookConfig.singleton_class.send(:define_method, :app_root) { app_root }
+          end
+
+          args = HookConfig.parse_args([])
+          assert_equal 'xoxb-hook', args.token
+          assert_equal 'CHOOK', args.channel
+          assert_equal 'cwd-user', args.user_name
+        end
+      end
+    ensure
+      with_silenced_warnings do
+        HookConfig.singleton_class.send(:define_method, :app_root, original)
+      end
+    end
+  end
+
   private
 
   def with_tmpdir